Hydrochloric Acid → HCID 67070017, compound

HRID 1441440Notes

Reaction equation

HRID 1441440 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10]1[N:15]=[CH:14][C:13]([C:16]3[CH:17]=[CH:18][C:19]4[O:23][C:22](=[O:24])[NH:21][C:20]=4[CH:25]=3)=[CH:12][N:11]=1)[CH2:2]2.[ClH:26]>CCOC(C)=O>[ClH:26].[ClH:26].[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10]1[N:11]=[CH:12][C:13]([C:16]3[CH:17]=[CH:18][C:19]4[O:23][C:22](=[O:24])[NH:21][C:20]=4[CH:25]=3)=[CH:14][N:15]=1)[CH2:2]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11290695HCID 11290695, compound

Product 1

HCID 67070017HCID 67070017, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 37A (60 mg, 0.18 mmol) was treated with HCl (Aldrich, 4M in dioxane, 0.25 mL, 1.0 mmol) in EtOAc (3 mL) at ambient temperature for 1 hour to afford the title compound as yellow solid (60.0 mg, 83%). 1H NMR (500 MHz, CD3OD) δ 1.89-2.28 (m, 3H), 2.30-2.54 (m, 1H), 2.61-2.76 (m, 1H), 3.36-3.52 (m, 5H), 3.82-3.99 (m, 1H), 5.40-5.52 (m, 1H) 7.20-7.47 (m, 2H), 7.68 (s, 1H), 8.80 (s, 2H) ppm; MS (DCI/NH3): 338 (M+H)+. Anal. Calculated for C18H18N4O3.2.00 HCl.1.50 H2O: C, 49.33; H, 5.29; N, 12.78. Found: C, 49.40; H, 5.07; N, 12.60.

Sources & evidence

ORD record
ord-14aadd6338dd48f59a7ae820d1a6a003
Source dataset
uspto-grants-2010_02
Patent number
US07655657B2

Reaction notes

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